Yellow azo dye and process of making same.



wrirnn drains ATENT OFFICE.

FRIEDRICH RUNKEL, OF ELBERFELD, GERMANY, ASSIGNOR TO FARBEN- FABRIKEN OF ELBERFELD 00., OF NElV YORK, N. Y., A CORPORATION OF NEW YORK.

YELLOW A20 DYE AND PROCESS OF MAKlNG SAME.

EEEEGIIFILIGATION forming part of Letters Patent No. 719,048, dated January 27, 1903.

Application filed October 11| 1902. Serial No.126,94=1- (N specimens.)

In ctZZ whom, it may concern:

Be it known that I, FRIEDRICH RUNKEL, doctor of philosophy, chemist, (assignor to the FARBENFABRIKEN on ELBERFELD (Jo. of New 5 York,) residing at Elberfeld, Germany, have invented a new and useful Improvement in Yellow Azo Dye and Process of Making Same; and I hereby declare the following to be a clear and exact description of my invention.

My invention relates to the production of new valuable azo dyestuffs by combining, indol compoundssuch as Pr -methylindol, (alpha-methylindol,) B -Pr -dimethylindol, B chloro-Pr -methylindol, or their derivatives 1 5 alkylated in the imido group or the likewith diazo compounds containing sulfonic groups. The said indol derivatives can be prepared according to the method of E. Fischer (see Annalen (Zer Che'lm'avol. 236, pages 153 to 155) by melting together the corresponding ketchydrazones and zinc chlorid.

The said new dyestuffs are from yellow to brown powders, soluble in water and in ammonia and dyeing wool from yellow to orange and to brown shades.

In carrying out my new process practically I can proceed as follows, the parts being by weight: 17.8 parts of parasulfanilic acid are diazotized in the usual manner and to the re- 0 sulting diazo compound diluted with water is slowlyadded a solution of 13.1 parts of alpha methylindol (Pm-methylindol) having the formula 1 i-on,

dissolved in iifty-three parts of concentrated hydrochloric acid. It is stirred for about twelve hours, filtered off, washed, dissolved into a hot solution of 6.5 parts of sodium carbonate in five hundred parts of water, and

the dyestuff precipitated again by the addition of common salt.

The new coloring-matter represents a yellow powder, being soluble in water, alcohol,

Dyestuff prepared by combination of diazotized- Dyes wool from vithacid-bath- Para-sulfanilic acid i Ortho-toluidin sulfonic acid PPM-2 dimethylindol. Br-chloro-Pr -1 netl1yl indol.

Yellow. Yellow.

oh,:Nii,:so'ZH Para-toluidin sulfonic B -chloro-Pr ethyl-2 Orange-yellow.

acid methylindol. 7 O

Ortlio-c iloroanilin sul- B -lnethyl-Pr,,,-ethyl- Yellow.

fonic acid 2 inetliylindol.

(Cl:N I :SO;H) Paiamitranil in s u 1 Pr methylindol Orange.

tonic acid 1. i a (NH :NO. :SO H) Alplia-naphtliyl a lIl i n sulfonic acid 1:4. Beta-napl1t 11 y l a m in Pr -metllylindol sulfonic acid 2:6. Amidoazobenzene di- P1 I110tllylilldOl Brown.

sulfonic acid. 8 Alpha-naphthylamin Pr -metliylindolH... Yellow. 9

disult'onio acid 1 :3z6.

Orange-yellow. indol.

Yellow.

Having now described my invention and in what manner the same is to be performed, what I claim as new, and desire to secure by Letters Patent, is-- l. The process for producing new azo dyestuffs by first combining diazo compounds containing sulfonic groups with derivatives of the indol group and secondly isolating the go dyestu ffs thus obtained, substantially as here inbefore described.

2. The process for producinganew azo dye stuff by first combining diazotized parasulfanilic acid with alpha-methylindol and secondly isolating the dyestuff thus produced, substantially as hereinbefore described.

3. The herein-described new azo dyestuffs Iof 66 Baum with a yellow color, dyeing wool greenish-yellow shades fast to light, acids and alkalies, substantially as hereinbefore described.

In testimony whereof I have signed my name in the presence of two subscribing witnesses.

FRIEDRICH RUN KEL.

OTTO KoNIG,

' Witnesses: I EMIL BLUMBERG. 

